20255 Skyline Boulevard Woodside, CA 94062
MLS LogoListed by MLSlistings Inc. / Los Altos Office / Jennifer Paulson - Contact:  650-996-7147

  20255 Skyline Boulevard Woodside, CA 94062

Active (1 Days)
$2,399,000 (USD)
3
BED
3
BATH
2,400
SQFT
OPEN HOUSE TIMES
  • OPEN
    Sat, Apr 11
    1:00 pm - 4:00 pm
  • OPEN
    Sun, Apr 12
    1:00 pm - 4:00 pm

Description

Spanning approximately 2.92 usable acres of gently rolling meadows with picture-postcard views, this classic horse property offers miles-away tranquility just 20 minutes from Highway 280. A palatial driveway leads to a two-story, 3-bedroom, 3-bath, open-plan residence with walls of windows capturing the rolling hill and city-light views. Almost every room has glass doors to the long, view balcony. Lawn and mini orchard. A separate charming barn captures the Old West Woodside feel with a wood-beamed ceiling, full-sized bar, and French doors to a veranda with flowering vines. Just a mile to the Thomas Fogarty Winery and 8 minutes to Alice's Restaurant.

MLS #:
ML82042155
Lot Size
2.99 acres
Type
Single-Family Home
Year Built
1963
Views
Bay, City Lights, Pasture
School District
929
County
San Mateo County

Listed By

Jennifer Paulson, DRE #01221390, Los Altos Office, Contact: 650-996-7147
Source
MLSlistings Inc.
Last checked Apr 9 2026 at 9:49 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
Interior Features
  • Inside
  • In Utility Room
Kitchen
  • Dishwasher
  • Oven - Built-In
  • Countertop - Tile
  • Cooktop - Electric
  • Refrigerator
Lot Information
  • Grade - Gently Sloped
Property Features
  • Foundation: Concrete Perimeter and Slab
Heating and Cooling
  • Radiant
  • None
Exterior Features
  • Roof: Composition
Utility Information
  • Utilities: Water - Well - Domestic, Propane on Site
  • Sewer: Existing Septic
Garage
  • Uncovered Parking
  • No Garage
  • Room for Oversized Vehicle
Stories
  • 2
Living Area
  • 2,400 sqft
Additional Information: Los Altos | 650-996-7147
Location
   
Calculate drive times to this property
 
Powered by INRIX® Drive Time

Powered by Walk Score®

Estimated Monthly Mortgage Payment

*Based on Fixed Interest Rate withe a 30 year term, principal and interest only

Listing price
Down payment
%
Interest rate
%
Mortgage calculator estimates are provided by Sereno Group and are intended for information use only. Your payments may be higher or lower and all loans are subject to credit approval.
Disclaimer: The data relating to real estate for sale on this website comes in part from the Broker Listing Exchange program of the MLSListings Inc.TM MLS system. Real estate listings held by brokerage firms other than the broker who owns this website are marked with the Internet Data Exchange icon and detailed information about them includes the names of the listing brokers and listing agents. Listing data updated every 30 minutes.

Properties with the icon(s) are courtesy of the MLSListings Inc.

Listing Data Copyright 2026 MLSListings Inc. All rights reserved. Information Deemed Reliable But Not Guaranteed.